We sell health insurance to small businesses 100% online.

SimplyInsured was founded with one mission: to eliminate fear from health insurance. By changing the way small business owners purchase health insurance with our 100% online platform, we’re transforming a $20 billion dollar industry and delighting thousands of customers. Our unique values-based culture (and extremely talented team) is our core competitive advantage, and each person on our team makes a direct, immediate impact on our business. We value transparency, feedback, bias to action, growth, and an obligation to dissent. Every opinion is respected, we hold each other to extremely high standards, we’re driven by the diversity in our backgrounds, and unified by 100% alignment on our mission. What’s best for the customer is the heart of everything we do, and our customer stories prove it: by changing health insurance we’re literally saving lives. Based in San Francisco, SimplyInsured was founded in 2012 and is back by Bessemer Venture Partners, Polaris Ventures, and Y-Combinator. If you’re up for the challenge of improving health insurance for millions of Americans, we’re just getting started, and we’re growing!

health-insurance

Total Open and Closed Positions

Total open positions, and positions newly closed since the previous update

Department Headcount Over Time

Open positions per department · top 6 at any point in the window

Newly Opened and Closed Positions

Position Churn Rate

Positions closed within 14 days of opening · a high rate suggests posting instability — duplicates, pulled listings, or roles filled through internal or off-market channels

Time-to-Fill Distribution

Days from open to close · closed positions only

Salary Trend Over Time

Monthly median base salary · USD · annualized · p25/p75 dashed

Salary Range by Department

Employment Type

Technical vs. Non-technical

Open positions · by department

Top Roles by Department

Seniority Mix

Derived from job title keywords

Equity Range by Department

Top Skills

Top Tech Stacks

Skills Trend

Change in share of postings · recent 3 months vs. prior 3 months

Tech Stack Evolution

Positions opened per month · top 5 technologies